* ''ArbyNTheChief'':
** Master Chief. He's a [[SmallNameBigEgo deluded]] ManChild who frequently makes inappropriate jokes, especially towards [[DeadpanSnarker The Arbiter]], and believes everyone that doesn't agree with him is stupid.
** Travis, who was pretty much Chief in an Arbiter action figure, has his moments, but is nowhere near as extreme an example as the Chief.
** Cameron and Cody as well. Mostly Cody.
** Adam from Season 6 was the absolute worst one. He yells and swears at everyone, including his own mother and his teammates. And when his mom tells her about his dying grandmother, he just [[KickTheDog insults them both]].
* The singer that's not saying the Pokemon names in this WebVideo/CollegeHumor video of the [[http://www.collegehumor.com/video/6935996/updated-pokerap-with-all-718-pokemon Pokerap with 718 Pokemon]] ... it's PlayedForLaughs though.
-->''Water is a type of Pokemon!''
* This is Lautrec's defining trait in ''Dark Souls Misadventures''. He is a complete ass to ''everyone'', including resident nice guy [[HairOfGoldHeartOfGold Solaire.]] Though his dickinishness is so over-the-top it's downright hilarious. And Lautrec does have a few PetTheDog moments every now and then, particularly towards [[spoiler: the [[UnresolvedSexualTension Darkmoon Knightess]] in the 2014 Christmas Special episode.]]
* [[SnakePeople Spc.Crota]] in ''Roleplay/DarwinsSoldiers'' has a tendency to make offensive comments.
** [[FatBastard Gustave]] is openly [[FantasticRacism speciesist]], foul-mouthed and violent.
* ''WebVideo/DoctorHorriblesSingAlongBlog'' gives us Captain Hammer, an [[MilesGloriosus egotistical gloryhound]] [[DesignatedHero "superhero"]] who shows contempt for everyone around him and [[DirtyCoward turns into a pathetic wimp]] the moment he first encounters something that actually hurts him.
* ''WebVideo/DontHugMeImScared'':
** Red Guy dismisses all of Sketchbook's ideas as boring or uncreative.
** Tony cuts off the trio's [[ContemplateOurNavels navel-gazing]] about time by beeping loudly and aggressively at them until Yellow Guy's ears bleed.
** But who could forget our [[ComicBook/SpiderMan friendly neighborhood guide, Sketchbook]]? From the first film alone, she ruined Yellow Guy's painting of a clown by smearing black ink on it just because she thought Yellow Guy wasn't following what she thought being creative was, and also notified him about green not being a creative colour when he wanted to use it.
** Shrignold keeps telling Yellow Guy that he is alone throughout the video, and also dismisses Yellow's ideas of what love is about. Near the end he also forces Yellow Guy to get married to his 'special one'.
** Colin, despite saying several times how smart and helpful he is, keeps interrupting people, does not seem to acknowledge the original question being asked of him, and forcibly takes the puppets on a journey.
** The talking steak won’t stop jabbing Bird Guy with a meat fork, and condemns all his choices of food as “greedy”—even when he wasn’t going to eat it in the first place. No matter what suggestion is offered, he insists that it will "make your teeth/gums all grey", and stomps on the model of the body repeatedly to prove a point.
* Tom from ''WebVideo/EchoChamber''.
-->'''Tom (to Zack)''': If you get in front of the camera, I will stab you. I will ''actually stab you''!
* [=DevinWithDevin=] from ''WebVideo/EpicsGameshows'' is this. He competed in the 2nd season of Epic's Minecraft Survivor and spent his time being a bully that left contestants really hurt due to his comments. Some comments didn't air due to how bad they got.
* Gordon Freeman is depicted having this kind of personality in ''Machinima/FreemansMind''. He hides it well by being a HeroicMime, but his inner monologue holds nothing but contempt for almost everyone that crosses his sight.
* ''Roleplay/GlobalGuardiansPBEMUniverse'': The Aryan is a FlyingBrick ''crimefighter'' who also happens to be a white supremacist. He absolutely repudiates violence against non-whites (except, you know, when they are non-white criminals), and saves the lives of non-whites as often as he does whites (he believes that by doing this, he is showing himself and his race to be "good examples), but is nonetheless a racist asshair and is quite vocal about his views on race relations.
* Black Kitty from ''GoodbyeKitty''. He always tries to kill White Kitty out of bitterness of being TheUnfavorite (but thankfully, [[LaserGuidedKarma it always backfires]]).
* WebVideo/HotBikiniBeans: Features an UnsympatheticComedyProtagonist named Hinkler who is dodging a thirty dollar debt owed to a old underground figure named Clyde. Clyde himself could be considered a {{Jerkass}}, in one episode he is entertained by a cruel prank he pulled on Hinkler one night when he is in a drunken state; [[spoiler: Hinkler orders a hooker from Clyde who sends over a pro who turns out to be Hinkler's own cousin named Francis!]]
* In ''WebAnimation/IfTheEmperorHadATextToSpeechDevice'', Tzeentch is JerkassGod personified, who's mostly running around the galaxy taunting and ruining people's lives for the kicks. The Emperor may qualify as well with how he treats Kitten and Magnus, although there are shades of JerkWithAHeartOfGold, and Inquisition qualifies as an organization, willing to kill, main and burn planets just because they don't get things their way.
%%* Jerry's dad and son in ''WebAnimation/{{Jerry}}''.
* In the ''Roleplay/LeagueOfIntergalacticCosmicChampions'', Kiehart and Cyber-9 qualify.
* Cortez and Player from Machinima/TheLeetWorld, although Cortez mellows a bit over the course of the first season, becoming more of a JerkWithAHeartOfGold.
* A jerkass has a brief appearance in ''20 Reasons Why NOT to Be "In Da Club"'' by [[WebVideo/MatthewSantoro Matt Santoro]]. A man named John is chatting it up with a girl at a club, and an unnamed man suddenly comes in and mentions that John has herpes. John is not happy.
* Microsoft Sam of ''WebVideo/MicrosoftSamReadsFunnyWindowsErrors'' can be quite the butthole, especially when provoked hard enough.
** Other examples are alarm clocks and even your stomach which are treated like people from foreign countries who want to teach you about their culture even if you are not at all interested, thus playing you "the song of their people" at very inappropriate times (that is, beeping in case of the alarm clock, growling/farting in case of your stomach).
%%* ''WebAnimation/TheMostPopularGirlsInSchool'': Cameron van Buren, Mrs. Zales, Tanya Berkowitz, and Connor Devarnon.
%%** Mackenzie Zales, Brittnay Matthews, and Shay van Buren, but mostly only to people who deserve it.
* Jonas from ''WebVideo/ThePlatoonOfPowerSquadron'' has quite the mean streak. There was even a comment on one of the earlier episodes when the team's powers weren't yet clearly defined asking if his power is “being a dick”.
* ''WebVideo/{{RedLetterMedia}}'':
** Mr. Plinkett, in both ''WebVideo/HalfInTheBag'' and the ''Mr. Plinkett Reviews''. ''Half in the Bag'''s Mr. Plinkett started out as an AssholeVictim and JerkWithAHeartOfJerk, but was {{flanderiz|ation}}ed into TheChewToy. While the one from "Mr. Plinkett Reviews" is more of an AffablyEvil CausticCritic.
** Jay and Mike from ''WebVideo/HalfInTheBag'', they're [=VCR=] repairmen who con Mr. Plinkett. Instead of fixing his [=VCR=], they can get drunk and talk about recent movies.
** [[FamilyTitle The Grawboskis]] are AbusiveParents and have a very unstable relationship.
* Too many characters in Machinima/RedVsBlue fit this trope to name at once, most notably Sarge and Church, though both [[TookALevelInKindness eventually turn into]] JerkWithAHeartOfGold.
** A more serious example would be the Director, who has a serious lack of empathy for almost anything.
** But they all pale in comparison to [[spoiler:Felix]], who likes to brutally taunt people, has habit of twisting knives, and [[spoiler:attempts to manipulate a rebel army into getting themselves killed and nearly succeeds]].
* ''WebAnimation/{{RWBY}}'':
** Weiss Schnee, the heiress of the Schnee Dust Company, is introduced as this, initially making her TheScrappy. She's also stuck-up, bossy, snarky, [[FantasticRacism fantastically racist]] ([[spoiler:[[FreudianExcuse she does have some fairly sympathetic reasons for being so, though]]]]), and seems to hold the opinion that everyone who isn't her or [[TheAce Pyrrha Nikos]] is a drooling imbecile. However, as the series progresses, she undergoes DefrostingIceQueen and becomes more of a JerkWithAHeartOfGold by the time Volume 2 happens, by which she is fully RescuedFromTheScrappyHeap.
** Cardin Winchester, and the rest of his team to a lesser extent, are just the most awful pack of bullies you'll ever see in your life. Fittingly, he's stayed TheScrappy for the entire series so far.
** Roman Torchwick. He's the BigBadWannabe, after all.
** [[EnsembleDarkhorse Neopolitan]] [[TheVoiceless hasn't spoken yet]] (the [[TheQuietOne only sound she has made by far is faint laughter]] in Volume 3), but if her body language is any indication, she seems to be a fairly smug little bitch.
** Mercury Black is a smug asshole to pretty much everyone, the only person he shows even the slightest respect to is his boss, Cinder. He constantly heckles his partner, Emerald, and his reaction to [[spoiler: seeing a young girl break down crying over the death of one of her best friends]] is to simply walk away with a shit eating grin on his face.
** Raven Branwen turns out to be this ''big time''. [[spoiler:Turns out she's the reason why Xione village was attacked by the Grimm, leading a group of bandits to pillage the place, and [[NeverMyFault attempted to deflect the blame for it]]. There also exists the possibility that she allowed Adam to ''maim her own daughter'' out of some convoluted sense of [[TheSocialDarwinist social darwinism]]]]. Raven's one moment of kindness, saving Yang's life from Neopolitan, is quickly undone by just how little Raven cares about her.
* Every character in the web series SanityNotIncluded is a jerkass, but extra points go to Lyle for having the last name [=McDouchebag=] to emphasize this.
* The [[MemeticMutation Meme]] character ''[[http://knowyourmeme.com/memes/scumbag-steve Scumbag Steve]]'', obviously. He is especially amoral at the matters of girls, drugs and parties. His [[NiceHat iconic hat]] has achieved even more meme status than himself, though, to the point that if you crop the hat into a picture of any human/animal/inanimate thing, that human/animal/inanimate thing will automatically become a jerkass. The real guy behind the picture is actually [[MeanCharacterNiceActor a lot less scummy]], though he's since embraced the meme in a self-deprecating way.
** An example is "Scumbag Alkohol" which describes all the stupid things you may do when drunk (for example texting to your ex that you love her and stripping naked in front of the whole party) and features a picture of a vodka bottle wearing the hat. The vodka bottle is treated as if it's a sentient being who talks to you and suggests you to do all these things, convincing you that they are good ideas.
* [[SonicTheHedgehog Sonic]] from SonicForHire is an extreme jerkass. 85% of the other characters in the show have their jerkass moments too.
* StupidMarioBrothers:
** Bob and Joe of RMA Studios.
** Wario and Waluigi in earlier seasons.
** Snake can sometimes be this too but then becomes JerkWithAHeartOfGold.
** Mario himself has even shown this throughout the show, but it shows up most prominently in Season 4.
* Quite a few characters in ''SurvivalOfTheFittest'' at times. One of the most notable was Monty Pondsworth of v4 pre-game, who is a schoolyard bully with [[MommasBoy mommy issues]]. Many characters don't like him for a reason. Whilst Monty [[ChuckCunninghamSyndrome never actually made it onto the island]], two characters in particular have taken his spot as the top jerkasses in V4. The characters in question being [[JerkJock Philip Ward]], the resident school bully who whilst not technically a player, has commitied some truly dickish acts including [[spoiler: [[KickTheDog stealing Dominic Stratford's stuff]], [[WouldHitAGirl beating]] [[GenkiGirl Maria Graham]] [[NoHoldsBarredBeatdown to a pulp]], and [[ArsonMurderAndJaywalking wearing a Sonic the Headgehog T-Shirt]].]] and [[MeanBrit Maxwell Lombardi]], a [[SmugSnake smug, egocentrical]] if somewhat [[ManOfWealthAndTaste well-dressed]] English [[AristocratsAreEvil "gentleman"]]. [[spoiler: Unlike Philip though, Maxwell quickly wasted no time in crossing the MoralEventHorizon after he kills Augustus MacDougal and realises that EvilFeelsGood...]]
* {{Troll}}s, obviously.
* Steely Dan in ''WebVideo/VaguelyRecallingJoJo''. Dio and J. Geil cannot forgive him for hurting and lying to Enya Geil. He also treats his part-time worker abbd Jotaro like crap.
* In the WebAnimation/{{YouTube Poop}} "Link is on Strike", Link plays this straight, if not [[Main/UptoEleven taking it to an extreme]]. Sure, Link has dealt with a lot of [[Main/GoshDangIttoHeck garbage]] before, but that doesn't justify Link's behavior in this poop. He insults everyone, and even when King Harkinian tries to make peace offerings, Link still refuses. Even after...well, you might know if you watched the video...he ''still'' refuses. To put it simply, Link is a [[Main/ManipulativeBastard manipulative bastard]].
** King Harkinian can often be this in some poops. Usually, though, [[Main/LaserGuidedKarma he gets his comeuppance]].
* Yugi from ''WebVideo/YuGiOhTheAbridgedSeries''. Joey saying "Yugi is such an asshole!" is practically a CatchPhrase.
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